Synthesis of an advanced intermediate enroute to thiomarinol antibiotics. Issue 19 (11th May 2017)
- Record Type:
- Journal Article
- Title:
- Synthesis of an advanced intermediate enroute to thiomarinol antibiotics. Issue 19 (11th May 2017)
- Main Title:
- Synthesis of an advanced intermediate enroute to thiomarinol antibiotics
- Authors:
- Raghavan, Sadagopan
Ravi, Anil - Abstract:
- Abstract: A stereoselective synthesis of the C1-C14 fragment of thiomarinols is disclosed. The key steps include the stereoselective preparation of an allylic sulfide via a chloro sulfide by 1, 2-asymmetric induction, ring-closing metathesis reaction, Kirmse-Doyle reaction for the preparation of a γ, δ-unsaturated ester, Nozaki-Hiyama-Kishi coupling and Julia-Kocienski olefination reaction. Substrate controlled asymmetric induction has been advantageously employed for the creation of stereogenic centers. Noyori transfer hydrogenation and asymmetric hydrogenation reactions have been utilized for the creation of carbinol stereocenters. Graphical abstract:
- Is Part Of:
- Tetrahedron. Volume 73:Issue 19(2017)
- Journal:
- Tetrahedron
- Issue:
- Volume 73:Issue 19(2017)
- Issue Display:
- Volume 73, Issue 19 (2017)
- Year:
- 2017
- Volume:
- 73
- Issue:
- 19
- Issue Sort Value:
- 2017-0073-0019-0000
- Page Start:
- 2814
- Page End:
- 2823
- Publication Date:
- 2017-05-11
- Subjects:
- Thiomarinol -- Alpha-chloro sulfide -- Kirmse-Doyle rearrangement -- Julia-Kocienski reaction -- NHK-Reaction
Chemistry, Organic -- Periodicals
547.005 - Journal URLs:
- http://www.elsevier.com/journals ↗
- DOI:
- 10.1016/j.tet.2017.03.089 ↗
- Languages:
- English
- ISSNs:
- 0040-4020
- Deposit Type:
- Legaldeposit
- View Content:
- Available online (eLD content is only available in our Reading Rooms) ↗
- Physical Locations:
- British Library DSC - 8796.850000
British Library DSC - BLDSS-3PM
British Library STI - ELD Digital store - Ingest File:
- 1114.xml